all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol

Base Information

Chemical Name:all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol
CAS No.:765954-53-8
Molecular Formula:C₂₆H₄₃NOSi
Molecular Weight:413.719
Hs Code.:

Synonyms:all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol

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Technology Process of all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol

There total 2 articles about all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 3917-41-7
(2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal

: 765954-47-0
diethyl 4-tert-butyldimethylsilanyloxy-1-cyanobutylphosphonate

: 765954-52-7
11-cis-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol

: 765954-53-8
all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; sodium iodide; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1016/j.tet.2004.06.116

Reference yield:

: 89031-84-5
3-(tert-butyldimethylsilyloxy)propyl bromide

: 765954-53-8
all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol

Guidance literature:: Multi-step reaction with 2 steps

1: 40 percent / NaH; NaI; HMPA / tetrahydrofuran / 72 h / 20 °C

2: NaH; NaI; HMPA / tetrahydrofuran / 18 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; sodium iodide; In tetrahydrofuran; 1: Emmons-Horner condensation / 2: Emmons-Horner condensation;
DOI:10.1016/j.tet.2004.06.116

Reference yield: 82.0%

: 765954-53-8
all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol

: all-trans-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol

Guidance literature:: all-trans-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol; With diisobutylaluminium hydride; In hexane; at -78 ℃; for 0.583333h;

With silica gel; In diethyl ether; water; at 0 ℃; Further stages.;
DOI:10.1016/j.tet.2004.06.116